Method of preserving rubber and product thereof



Patented July 11, 1939 METHOD OF PRESERVING RUBBER AND PRQDUCT THEREOF Raymond F. Dunbrook and Bingham J. Humphrey, Akron, Ohio, assignors to The Firestone Tire & Rubber Company, Akron, Ohio, a corporation of Ohio No Drawing. Application December 21, 1936,

Serial No. 117,005

12 Claims. (CI. 18-50) This invention relates especially to improved gredients with the exception of the improved antiage-resisting rubber compositions and methods oxidant, which was omitted. The composition of. of making the same, and is of primary utility in the mixes was as follows: the manufacture of carbon black rubber stocks,

such as tire tread stocks, that are subject to wi i 5 light, heat, oxidation, abrasion, flexing, and other Control p f tloxidant destructive agencies during use.

The chief objects of the invention are to pro- Parts Pam vide a class of materials suitable for incorporating Smoked sheet 100 100 0 in rubber compositions to retard deterioration 2 3 3 inc oxide 5 5 thereof; to improve the resistance of rubber to Carbon black 45 45 abrasion; and to check or retard the formation g f ggg g of cracks in carbon black rubber stocks. Other Mercaptobehzbthiazole. 1. 25 1.25 objects will be manifest as the specification Antwxldant None 1 proceeds.

This invention consists in the incorporation e respective Stocks Were tholmlghly mixed in rubber or rubber like organic materials, of an and then vulcanized under pressure for 120 minantioxidant or age retarding compound of the s and 140 minutes at Test Strips general class of 1,2-dihydroquinolines represented w 1 from e Various Vulcanized Stocks,

by the general formula some of said strips beingartificially aged for 46 20 H hours in the Bierer Davis oxygen bomb at 70 C. l I and 300 pounds oxygen pressure. The results 2K of these tests are as follows: T T w Normal data A H-C c 0 Modulus at 400% Tensile at break 0 N CH Formula n ti 120 140 120 140 wherein R is an alkyl radical, and R is an alkyl 2350 2500 7 30 4a 5 4400 or arm radlcal- 2850 3000 4125 4075 Example (a) .2,2,4-t1'1methyl-S-phenoxy- 1,2- 2275 2375 4500 4000 dihydroqulnoline of the formula V CH8 After aging 46 hours in oxygen bomb 35 061350 \CH CH Modulus at 400% Tensile at break I Formula 120 140 120 140 H a iit as 2 Example (b) .-2;2,4-trimethyl- 6 -ethoxy-1,2- (Z)- 2500 2575 3575 3225 dihydroquinoline of the formula While the above data cover only specific com- 5 pounds of the general class, it has been found 45 0,1150 CH8 that all members of the general class are advantageous in carrying out theobjects of the inven- \N/ tion. Though the processes and products defined I 3 in the claims are primarily useful in connection H with vulcanized rubber, they are also effective in 50 The foregoing illustrative examples of the imimproving the aging qualities of unvulcanized proved antioxidant were tested by incorporating rubber, for example in rubber latex compounds them in respective rubber mixes, vulcanizing the and in unvulcanized rubber compounds for tire latter, and then comparing the resultant products repair purposes. I

with a control stock consisting of the same in- The foregoing data clearly show that the var- 55 ious stocks treated with the improved antioxidants compare favorably with untreated stock in normal condition, and after artificial aging, uniformly show superior modulus and tensile characteristics.

Modification may be resorted to, and the exact proportions of the constituent materials may be varied, and other materials having equivalent chemical properties may be employed if desired Without departing from the spirit of the invention or the scope of the appended claims.

What is claimed is:

1. The method of retarding the deterioration of rubber compositions which comprises treating same with a 1, 2-dihydroquinoline having a methyl group and an alkyl radical in the 2 position, an alkyl radical in the 41 position and a member of the group consisting of the alkoxy and alkoxy and aroxyl radicals in the 6 position.

2. The method of retarding the deterioration of rubber compositions which comprises vulcanizing rubber in the presence of a 1, 2-dihydroquinoline having a methyl group and an alkyl radical in the 2 position, an alkyl radical in the 4 position and a member of the group consisting of the alkoxy and aroxy radicals in the 6 position.

3. The method of retarding the deterioration of rubber which comprises treating rubber with 2, 2, 4-trimethy1-6-ethoxy-1,-2-dihydroquin0line.

4. The method of retarding the deterioration of rubber which comprises vulcanizing rubber in the presence of 2, 2, 4-trimethyl-6-ethoxy-l, 5 2-dihydroquinoline. l v t 5. A rubber product resulting from the method set forth in claim 1.

6. A vulcanized rubber product resulting from the method set forth in claim 2,

'7. A rubber product resulting from the method set forth in claim 3.

8. A vulcanized rubber product resulting from the method set forth in claim 4.

9. The method of retarding the deterioration of rubber which comprises treating rubber with 2, 2, 4-trimethyl-6-phenoxy-1, 2-dihydroquinoline.

10. The method of retarding the deterioration of rubber which comprises vulcanizing rubber in the presence of 2, 2, 4-trimethyl-6-phenoxy-1, 20 2-dihydroquinoline.

11. A rubber product resulting from the method set forth in claim 9. Q

12. A vulcanized rubber product resulting from the method set forth in claim 10. 25

RAYMOND F. DUN'BROO-Kn BINGHAM J. I-IUMPHREY.

CERTIFICATE OF CORRECTION.

Patent No. 2,165,625. July 11,1959.

RAYMOND VF. DUNBROOK, ET AL. c It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as follows: Page. 2., first column line 19, claim 1 strike out "alkoxyand aroxyi" and insert ins teed the word aroxy; and that the said Letters Patent should be read with this correction therein that the same may conform to the record of the case in 'the Patent Office Signed and sealed this 22nd day of August, A. D 1959.

(Seal) Act Commie s i ie r f 

